34082-45-6

Basic information

• Product Name: 1-(2-chlorophenyl)-2-phenylethane-1,2-dione
• Synonyms: 2-chloro-benzil; 2-Chlor-benzil
• CAS NO: 34082-45-6
• Molecular Formula: C₁₄H₉ClO₂
• Molecular Weight: 244.673
• Mol File: 34082-45-6.mol
• Article Data: 19

Chemical Properties

• CAS DataBase Reference: 1-(2-chlorophenyl)-2-phenylethane-1,2-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-chlorophenyl)-2-phenylethane-1,2-dione(34082-45-6)
• EPA Substance Registry System: 1-(2-chlorophenyl)-2-phenylethane-1,2-dione(34082-45-6)

Safety Data

• Hazardous Substances Data: 34082-45-6(Hazardous Substances Data)

Usage

General Description

The chemical 1-(2-chlorophenyl)-2-phenylethane-1,2-dione, also known as 1-(2-chlorophenyl)-2-phenyl-1,2-ethanedione, is a compound with the chemical formula C14H9ClO2. This chemical belongs to the class of organic compounds known as benzoylphenylprop-2-enoyl derivatives. It is a yellow crystalline solid, and it is used as a reagent in the synthesis of various organic compounds. This chemical is important for its applications in organic chemistry, pharmaceuticals, and other industrial uses. It is important to handle this chemical with care, as it may have hazardous properties and should be used in a controlled environment by trained personnel.

Upstream product

• 89-98-5 2-chloro-benzaldehyde 
• 53774-31-5 1-(2-chlorophenyl)-2-phenylethanol 
• 1589-82-8 phenylmagnesium bromide 
• 3752-25-8 o-chlorocinnamic acid 
• 591-50-4 iodobenzene 
• 100-52-7 benzaldehyde 
• 609-65-4 o-chlorobenzoyl chloride 
• 16619-64-0 1-(2-chlorophenyl)-3-phenyl-2-propyn-1-one 
• 2856-63-5 2-Chlorophenylacetonitrile 
• 10271-57-5 1-chloro-2-(2-phenylethynyl)benzene 
• 3900-89-8 2-Chlorobenzeneboronic acid 
• 637-44-5 phenylpropyolic acid 
• 1657-52-9 (E)-2-chlorostilbene 
• 1459-20-7 1,2-diphenyl-2-oxoethyl benzoate 

Downstream Products

• 1580052-30-7 (1S,2S)-1-(2-chlorophenyl)-2-phenylethane-1,2-diol 
• 1201993-38-5 4-(2-chlorophenyl)-5-phenyl-2-p-tolyl-1H-imidazole 
• 107659-71-2 (4R,5S)-4-(2-Chloro-phenyl)-5-phenyl-4-[1,2,4]triazol-1-ylmethyl-[1,3]dioxolan-2-one 
• 96223-37-9 (1R,2S)-2-(2-Chloro-phenyl)-1-phenyl-3-[1,2,4]triazol-1-yl-propane-1,2-diol 
• 107659-53-0 (1S,2R)-1-(2-Chloro-phenyl)-2-phenyl-3-[1,2,4]triazol-1-yl-propane-1,2-diol 
• 99135-16-7 2-(2-Chloro-phenyl)-2-hydroxy-1-phenyl-3-[1,2,4]triazol-1-yl-propan-1-one 
• 94147-96-3 1-(2-Chloro-phenyl)-2-hydroxy-2-phenyl-3-[1,2,4]triazol-1-yl-propan-1-one 

Relevant articles and documents

Rhodium-Catalyzed Aerobic Decomposition of 1,3-Diaryl-2-diazo-1,3-diketones: Mechanistic Investigation and Application to the Synthesis of Benzils

The conversion of 1,3-diaryl-2-diazo-1,3-diketones to 1,2-daryl-1,2-diketones (benzils) is reported based on a rhodium(II)-catalyzed aerobic decomposition process. The reaction occurs at ambient temperatures and can be catalyzed by a few dirhodium carboxylates (5 mol %) under a balloon pressure of oxygen. Moreover, an oxygen atom from the O2 reagent is shown to be incorporated into the product, and this is accompanied by the extrusion of a carbonyl unit from the starting materials. Mechanistically, it is proposed that the decomposition may proceed via the interaction of a ketene intermediate resulting from a Wolff rearrangement of the carbenoid, with a rhodium peroxide or peroxy radical species generated upon the activation of molecular oxygen. The proposed mechanism has been supported by the results from a set of controlled experiments. By using this newly developed strategy, a large array of benzil derivatives as well as 9,10-phenanthrenequinone were synthesized from the corresponding diazo substrates in varying yields. On the other hand, the method did not allow the generation of benzocyclobutene-1,2-dione from 2-diazo-1,3-indandione because of the difficulty of inducing the initial rearrangement.

Catalyst-Free and Transition-Metal-Free Approach to 1,2-Diketones via Aerobic Alkyne Oxidation

A catalyst-free and transition-metal-free method for the synthesis of 1,2-diketones from aerobic alkyne oxidation was reported. The oxidation of various internal alkynes, especially more challenging aryl-alkyl acetylenes, proceeded smoothly with inexpensive, easily handled, and commercially available potassium persulfate and an ambient air balloon, achieving the corresponding 1,2-diketones with up to 85% yields. Meanwhile, mechanistic studies indicated a radical process, and the two oxygen atoms in the 1,2-diketons were most likely from persulfate salts and molecular oxygen, respectively, rather than water.

Copper/Iodine-Cocatalyzed C-C Cleavage of 1,3-Dicarbonyl Compounds Toward 1,2-Dicarbonyl Compounds

A new, general oxidative route to transformations of 1,3-dicarbonyl compounds to 1,2-dicarbonyl compounds by merging copper and I2 catalysis is described. This method is applicable to broad 1,3-dicarbonyl compounds, including 1,3-diketones, 1,3-keto esters and 1,3-keto amides. Mechanistical studies show that the reaction is achieved via the C–C bond cleavage and CO release cascades.